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Merck
CN

A9584

N-Acetoxy-N-acetyl-4-chlorobenzenesulfonamide

≥98%

Synonym(s):

O-Acetyl-N-(4-chlorophenylsulfonyl)acethydroxamic acid, HOPO

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About This Item

Empirical Formula (Hill Notation):
C10H10ClNO5S
CAS Number:
Molecular Weight:
291.71
PubChem Substance ID:
UNSPSC Code:
12352100
Beilstein/REAXYS Number:
5821854
MDL number:
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assay

≥98%

form

flakes

storage temp.

2-8°C

SMILES string

CC(=O)ON(C(C)=O)S(=O)(=O)c1ccc(Cl)cc1

InChI

1S/C10H10ClNO5S/c1-7(13)12(17-8(2)14)18(15,16)10-5-3-9(11)4-6-10/h3-6H,1-2H3

InChI key

GWYBSWWLKXEDLB-UHFFFAOYSA-N

Application

Nitroxyl (HNO) releasing compound in neutral solution


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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J M Fukuto et al.
Biochemical and biophysical research communications, 187(3), 1367-1373 (1992-09-30)
N,O-Diacylated-N-hydroxyarylsulfonamides are capable of slowly releasing nitroxyl (HNO) by simple, non-enzymatic hydrolysis in Krebs solution at 37 degrees C. Release of nitric oxide (NO) was not seen. These compounds were also found to elicit vasorelaxation in rabbit thoracic aorta in
M J Lee et al.
Journal of medicinal chemistry, 35(20), 3648-3652 (1992-10-02)
In the preceding paper, analogs of chlorpropamide with an OMe substituent on the sulfonamide nitrogen were shown to inhibit aldehyde dehydrogenase (AlDH), and it was postulated that these compounds were bioactivated by O-demethylation to release nitroxyl (HN = O, nitrosyl